镍催化的 3,4-环氧醇的区域和对映选择性氨解反应。
Nickel-catalyzed regio- and enantioselective aminolysis of 3,4-epoxy alcohols.
机构信息
†Department of Chemistry, The University of Chicago, 5735 South Ellis Avenue, Chicago, Illinois 60637, United States.
‡Molecular Catalyst Research Center, Chubu University, 1200 Matsumoto, Kasugai, Aichi 487-8501, Japan.
出版信息
J Am Chem Soc. 2015 Apr 8;137(13):4308-11. doi: 10.1021/jacs.5b01005. Epub 2015 Mar 25.
The first catalytic regio- and enantioselective aminolysis of 3,4-epoxy alcohols has been accomplished. Under the catalysis of Ni(ClO4)2·6H2O, the C4 selective ring opening of various 3,4-epoxy alcohols proceeded in a stereospecific manner with high regioselectivities. Furthermore, with the Ni-BINAM catalytic system the enantioselective ring opening of 3,4-epoxy alcohols furnished various γ-hydroxy-δ-amino alcohols as products with complete regiocontrol and high enantioselectivities (up to 94% ee).
首次实现了 3,4-环氧醇的催化区域和对映选择性氨解反应。在 Ni(ClO4)2·6H2O 的催化作用下，各种 3,4-环氧醇以立体选择性的方式进行 C4 选择性开环，具有高区域选择性。此外，使用 Ni-BINAM 催化体系，3,4-环氧醇的对映选择性开环得到了各种 γ-羟基-δ-氨基醇作为产物，具有完全的区域控制和高对映选择性（高达 94%ee）。
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